Record Information |
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Version | 4.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:49 UTC |
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Update Date | 2020-02-26 21:39:34 UTC |
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HMDB ID | HMDB0014394 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Idoxuridine |
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Description | Idoxuridine is only found in individuals that have used or taken this drug. It is an analog of deoxyuridine that inhibits viral DNA synthesis. The drug is used as an antiviral agent. [PubChem]Idoxuridine acts as an antiviral agent by inhibiting viral replication by substituting itself for thymidine in viral DNA. This in turn inhibits thymidylate phosphorylase and viral DNA polymerases from properly functioning. The effect of Idoxuridine results in the inability of the virus to reproduce or to infect/destroy tissue. |
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Structure | |
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Synonyms | Value | Source |
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(+)-5-Iodo-2'-deoxyuridine | ChEBI | 1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil | ChEBI | 1-beta-D-2'-Deoxyribofuranosyl-5-iodouracil | ChEBI | 1beta-D-2'-Deoxyribofuranosyl-5-iodouracil | ChEBI | 2'-Deoxy-5-iodouridine | ChEBI | 5-Iododeoxyuridine | ChEBI | 5-Iodouracil deoxyriboside | ChEBI | Idoxuridin | ChEBI | Idoxuridina | ChEBI | Idoxuridinum | ChEBI | IdU | ChEBI | Iododeoxyridine | ChEBI | Iodoxuridine | ChEBI | Joddeoxiuridin | ChEBI | Dendrid | Kegg | Herplex | Kegg | 1-(2-Deoxy-b-D-ribofuranosyl)-5-iodouracil | Generator | 1-(2-Deoxy-β-D-ribofuranosyl)-5-iodouracil | Generator | 1-b-D-2'-Deoxyribofuranosyl-5-iodouracil | Generator | 1-Β-D-2'-deoxyribofuranosyl-5-iodouracil | Generator | 1b-D-2'-Deoxyribofuranosyl-5-iodouracil | Generator | 1Β-D-2'-deoxyribofuranosyl-5-iodouracil | Generator | 5IDU | HMDB | 5IUDR | HMDB | Allergan 201 | HMDB | Allergan 211 | HMDB | ID2 | HMDB | Idossuridina | HMDB | IDUR | HMDB | IUDR | HMDB | 3H-Labeled idoxuridine | HMDB | Kerecide | HMDB | Liquifilm, herplex | HMDB | Stoxil | HMDB | 5 Iodo 2' deoxyuridine | HMDB | 5-Iodo-2'-deoxyuridine | HMDB | Idoxuridine, 123I-labeled | HMDB | Idoxuridine, 131I-labeled | HMDB | Idoxuridine, 3H labeled | HMDB | Herplex liquifilm | HMDB | Idoxuridine, 125I-labeled | HMDB | Idoxuridine, 3H-labeled | HMDB | Idoxuridine, radical ion (+1) | HMDB | Idoxuridine, radical ion (1-) | HMDB | Iododeoxyuridine | HMDB | Oftan-idu | HMDB | SK And F-14287 | HMDB | 123I-labeled idoxuridine | HMDB | 125I-labeled idoxuridine | HMDB | 131I-labeled idoxuridine | HMDB | 5 Iododeoxyuridine | HMDB | Idoxuridine, 123I labeled | HMDB | Idoxuridine, 125I labeled | HMDB | Idoxuridine, 131I labeled | HMDB | Oftan idu | HMDB | OftanIDU | HMDB | Idoxuridine | ChEBI |
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Chemical Formula | C9H11IN2O5 |
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Average Molecular Weight | 354.0985 |
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Monoisotopic Molecular Weight | 353.971264892 |
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IUPAC Name | 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione |
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Traditional Name | idoxuridine |
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CAS Registry Number | 54-42-2 |
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SMILES | OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O |
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InChI Identifier | InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1 |
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InChI Key | XQFRJNBWHJMXHO-RRKCRQDMSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Pyrimidine nucleosides |
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Sub Class | Pyrimidine 2'-deoxyribonucleosides |
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Direct Parent | Pyrimidine 2'-deoxyribonucleosides |
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Alternative Parents | |
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Substituents | - Pyrimidine 2'-deoxyribonucleoside
- Halopyrimidine
- Hydroxypyrimidine
- Pyrimidone
- Aryl halide
- Aryl iodide
- Hydropyrimidine
- Pyrimidine
- Heteroaromatic compound
- Tetrahydrofuran
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Azacycle
- Alcohol
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Organoiodide
- Organohalogen compound
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Biological location: |
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Role | Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 164 - 166 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 23.4 g/L | Not Available | LogP | -0.5 | Not Available |
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Predicted Properties | |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-9044000000-bccd33421cbd5827f9e3 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-0v6u-9642400000-d09550b7622d0c69b6ff | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0090000000-503ffdc301f622376ef7 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0090000000-e66a7d844dfee68481bf | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-000i-0690000000-4c754856d776ee07cebf | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0ktf-5079000000-7500193a38a21df71a72 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03dr-1193000000-e1259b68275318de6919 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9010000000-be831d327a49e1e8662c | Spectrum |
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